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Compound Detail

CHEMBL359554

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c1ccc(Nc2nccc(-c3cnn4ncccc34)n2)cc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL359554
Phase Preclinical
Structure Type MOL
InChI Key LIYXXFOSHNQSRD-UHFFFAOYSA-N
6
Targets
13
Activities
3
Assay Types
0
PK Parameters
18
Publications
0
Known Names

Molecular Properties

288.3
MW (Da)
2.93
ALogP
6
HBA
1
HBD
68.0
PSA (Ų)
0.63
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H12N6
MW 288.31
Aromatic Rings 4
Heavy Atoms 22
NP-Likeness -1.42

Activity Summary

IC50 7 meas. best 8.3
Ki 4 meas. best 8.3
EC50 2 meas. best 7.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Cyclin-dependent kinase 2
CHEMBL301
 IC50 8.3 8.2 5.0 2
Cyclin-dependent kinase 2
CHEMBL301
 Ki 8.3 8.3 5.0 1
Glycogen synthase kinase-3 beta
CHEMBL262
 Ki 8.0 7.86 10.0 2
Cyclin-dependent kinase 4
CHEMBL331
 IC50 7.92 7.36 12.0 2
Glycogen synthase kinase-3 beta
CHEMBL262
 IC50 7.7 7.6 19.9 2
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
 IC50 7.42 7.42 38.0 1
Trypanosoma brucei brucei
CHEMBL612851
 EC50 7.4 7.4 39.8 1
Cyclin-dependent kinase 4
CHEMBL331
 Ki 6.82 6.82 150.0 1
Glycogen synthase kinase-3 beta
CHEMBL3669
 EC50 5.54 5.54 2900.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Cyclin-dependent kinase 2 IC50 = 5.012 nM 8.3 Inhibition of human CDK2 using biotinylated-aminohexyl-Ala-Ala-Ala-Lys-Arg-Arg-G... 31846577
Cyclin-dependent kinase 2 Ki = 5.0 nM 8.3 Binding affinity for human cyclin-dependent kinase 2 15341487
Cyclin-dependent kinase 2 IC50 = 8.0 nM 8.1 Inhibition of human CDK2 by HTRF assay 18835709
Glycogen synthase kinase-3 beta Ki = 10.0 nM 8.0 Binding affinity for human glycogen synthase kinase 3 beta 15341487
Cyclin-dependent kinase 4 IC50 = 12.0 nM 7.92 Inhibition of CDK4 by radioactive glutathione plate-binding assay 18835709
Glycogen synthase kinase-3 beta Ki = 19.0 nM 7.72 Inhibition of GSK3-beta expressed in Escherichia coli or baculovirus-infected in... 21699136
Glycogen synthase kinase-3 beta IC50 = 19.95 nM 7.7 Inhibition of human GSK3beta using biotinylated-aminohexyl-Ala-Ala-Ala-Lys-Arg-A... 31846577
Glycogen synthase kinase-3 beta IC50 = 32.0 nM 7.5 Inhibition of GSK3-beta by scintillation proximity assay 18835709
Dual specificity tyrosine-phosphorylation-regulated kinase 1A IC50 = 38.0 nM 7.42 Inhibition of recombinant human N-terminal Hex-tagged DYRK1A (127 to 485 residue... 32832032
Trypanosoma brucei brucei EC50 = 39.81 nM 7.4 Antitrypanosomal activity against Trypanosoma brucei brucei Lister 427 blood str... 31846577
Cyclin-dependent kinase 4 Ki = 150.0 nM 6.82 Binding affinity for human cyclin-dependent kinase 4 15341487
Cyclin-dependent kinase 4 IC50 = 158.49 nM 6.8 Inhibition of human CDK4 using biotinylated-aminohexyl-Ala-Ala-Ala-Lys-Arg-Arg-G... 31846577
Glycogen synthase kinase-3 beta EC50 = 2900.0 nM 5.54 Effective concentration to increase glycogen deposition in rat skeletal muscle L... 15341487

Literature References

PubMed DOI Target Context # Activities
31846577 10.1021/acs.jmedchem.9b01741 ADMET 3
15341487 10.1021/jm040063i Glycogen synthase kinase-3 beta 3
32832032 10.1021/acsmedchemlett.0c00279 Dual specificity tyrosine-phosphorylation-regulated kinase 1A 2
31846577 10.1021/acs.jmedchem.9b01741 No relevant target 2
31846577 10.1021/acs.jmedchem.9b01741 Cyclin-dependent kinase 2 1
32832032 10.1021/acsmedchemlett.0c00279 Cyclin-dependent kinase 2 1
32832032 10.1021/acsmedchemlett.0c00279 Glycogen synthase kinase-3 beta 1
31846577 10.1021/acs.jmedchem.9b01741 Trypanosoma cruzi 1
31846577 10.1021/acs.jmedchem.9b01741 MRC5 1
31846577 10.1021/acs.jmedchem.9b01741 Cyclin-dependent kinase 4 1
31846577 10.1021/acs.jmedchem.9b01741 Glycogen synthase kinase-3 beta 1
31846577 10.1021/acs.jmedchem.9b01741 Trypanosoma brucei brucei 1
21699136 10.1021/jm200349b Glycogen synthase kinase-3 beta 1
18835709 10.1016/j.bmcl.2008.09.069 Cyclin-dependent kinase 2 1
18835709 10.1016/j.bmcl.2008.09.069 Glycogen synthase kinase-3 beta 1
18835709 10.1016/j.bmcl.2008.09.069 Cyclin-dependent kinase 4 1
15341487 10.1021/jm040063i Cyclin-dependent kinase 4 1
15341487 10.1021/jm040063i Cyclin-dependent kinase 2 1

Data from ChEMBL 36 via Core Engine